Access to oxoquinoline heterocycles by N-heterocyclic carbene catalyzed ester activation for selective reaction with an enone

Zhenqian Fu; Ke Jiang; Tingshun Zhu; Jaume Torres; Yonggui Robin Chi

doi:10.1002/anie.201402620

Access to oxoquinoline heterocycles by N-heterocyclic carbene catalyzed ester activation for selective reaction with an enone

Zhenqian Fu, Ke Jiang, Tingshun Zhu, Jaume Torres, Yonggui Robin Chi^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

89 Citations (Scopus)

Abstract

Organocatalytic ester activation is developed for a highly selective cascade reaction between saturated esters and amino enones. The reaction involves activation of the β-carbon atom of the ester as a key step. This method allows a single-step access to multicyclic oxoquinoline-type heterocycles with high enantiomeric ratios.

Original language	English
Pages (from-to)	6506-6510
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	53
Issue number	25
DOIs	https://doi.org/10.1002/anie.201402620
Publication status	Published - Jun 16 2014
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

C-H activation
cyclization
heterocycles
N-heterocyclic carbene
organocatalysis

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10.1002/anie.201402620

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abstract = "Organocatalytic ester activation is developed for a highly selective cascade reaction between saturated esters and amino enones. The reaction involves activation of the β-carbon atom of the ester as a key step. This method allows a single-step access to multicyclic oxoquinoline-type heterocycles with high enantiomeric ratios.",

keywords = "C-H activation, cyclization, heterocycles, N-heterocyclic carbene, organocatalysis",

author = "Zhenqian Fu and Ke Jiang and Tingshun Zhu and Jaume Torres and Chi, {Yonggui Robin}",

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AU - Fu, Zhenqian

AU - Jiang, Ke

AU - Zhu, Tingshun

AU - Torres, Jaume

AU - Chi, Yonggui Robin

PY - 2014/6/16

Y1 - 2014/6/16

N2 - Organocatalytic ester activation is developed for a highly selective cascade reaction between saturated esters and amino enones. The reaction involves activation of the β-carbon atom of the ester as a key step. This method allows a single-step access to multicyclic oxoquinoline-type heterocycles with high enantiomeric ratios.

AB - Organocatalytic ester activation is developed for a highly selective cascade reaction between saturated esters and amino enones. The reaction involves activation of the β-carbon atom of the ester as a key step. This method allows a single-step access to multicyclic oxoquinoline-type heterocycles with high enantiomeric ratios.

KW - C-H activation

KW - cyclization

KW - heterocycles

KW - N-heterocyclic carbene

KW - organocatalysis

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ER -

Access to oxoquinoline heterocycles by N-heterocyclic carbene catalyzed ester activation for selective reaction with an enone

Abstract

ASJC Scopus Subject Areas

Keywords

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